Pinellas County Homes with Sailboat Water Water Frontage

Pinellas County Homes with Sailboat Water Water Frontage

Welcome to the enchanting Pinellas County, Florida, where sun-kissed shores meet vibrant communities and breathtaking waterfront views. Nestled on the Gulf Coast, Pinellas County is renowned for its stunning beaches, lush parks, and a lively atmosphere that caters to both relaxation and adventure. With a rich blend of cultural attractions, outdoor activities, and culinary delights, this region is a true gem in the Sunshine State.

One of the most alluring features of Pinellas County is its exceptional sailboat waterfront properties. Imagine waking up each morning to the gentle sound of waves lapping against your dock, the sun rising over the horizon, and the promise of a day filled with sailing adventures. Homes with sailboat water frontage offer not just a lifestyle, but a gateway to the serene beauty of the Gulf of Mexico. Whether you’re an avid sailor or simply appreciate the tranquility of waterfront living, these properties provide direct access to some of the best sailing waters in Florida.

From charming bungalows to luxurious estates, the real estate options in Pinellas are as diverse as the communities themselves. Each neighborhood boasts its own unique character, from the bustling streets of St. Petersburg to the quaint charm of Dunedin. With an average year-round temperature of 73 degrees, outdoor enthusiasts can enjoy year-round sailing, fishing, and beach activities.

Discover the magic of Pinellas County and explore the possibilities of a life on the water. Your dream home with sailboat water frontage awaits, promising a lifestyle filled with sun, sea, and endless adventure. Welcome to your new beginning in Pinellas!

Newest Pinellas County Homes with Sailboat Water Water Frontage

1460 Gulf Boulevard Unit 402, Clearwater
$660,000
2 Beds ⋅ 2 Baths ⋅ Sand Key Condo-South Beach 1460 SubDv. ⋅ 33767 Zip Code
Presenting South Beach III spacious 2 bedroom, 2 bath Coastal Contemporary Ambiance condo nestled on beautiful Sand Key offering direct sweeping gulf views. Exceptional beach residence with an abundance of natural light incorporating an impressive array of textures & finishings. Custom designed Cucina with granite surfaces, wood cabinetry, glass backsplash & recessed lighting equipped with KitchenAid stainless appliances, upgraded modern baths and custom closets. Baths boast a relaxed harmony with wood cabinetry, granite & tiled surfaces, brushed nickel fixtures and power flush efficient toilets. The interior features textured ceilings, tile including LVT plank throughout, California Closet style wardrobe solutions & hurricane shutters that provide peace of mind. Sliding doors open onto the generous size terrace offering the warmth of the desirable southern exposure & glorious nightly sunsets. Your own reserved under building covered parking. HVAC 2016 includes transferable service plan to new buyer; water heater 2020; stackable washer & dryer 2021. South Beach is a gated community providing a gulf-front heated pool, social & library room, reserved parking with attentiveness to the surrounding landscaped green space & beach frontage. This gulf-front community is ideally located to coveted fine dining & shopping with convenient trolley transportation. Spectacular condo offering dual views, open floor plan, within an attractive price point. Select furnishings negotiable.

1460 Gulf Boulevard Unit 402, Clearwater

2775 Kipps Colony Drive S Unit 303, Gulfport
$949,000
2 Beds ⋅ 3 Baths ⋅ Kipps Colony At Pasadena Yacht/Cntry Club SubDv. ⋅ 33707 Zip Code
A RARE FIND IN KIPPS COLONY AT PASADENA YACHT & COUNTRY CLUB! Beautifully updated and truly one of a kind, this exceptional top-floor waterfront residence offers beautiful marina views, soaring ceilings, and a unique floor plan with remarkable additional usable space beyond the square footage reflected in public records. The spacious, light-filled living and dining areas complement a beautifully updated modern kitchen, creating an inviting setting for everyday living and entertaining. Expansive sliding glass doors open to a generous waterfront balcony overlooking the marina, perfect for relaxing and enjoying the peaceful waterfront setting. What truly sets this residence apart is the exceptional upper-level space, featuring a separate sleeping area with closet storage, a versatile bonus area ideal for a home office, den, fitness area, or additional sitting room, along with a half bath, custom shelving, and a separate laundry room. This flexible layout offers the functionality and feel of a much larger home. The main living level features two bedrooms and two full bathrooms, including a spacious primary suite with a large walk-in closet and additional closet space. Additional highlights include two assigned under-building parking spaces. Kipps Colony I offers a waterfront pool, outdoor grilling area, and picturesque marina setting. Boat slips are available for rent and may be available for separate purchase, subject to availability. Nestled within the gated waterfront and golf community of Pasadena Yacht & Country Club, this desirable location offers an exceptional coastal lifestyle just minutes from downtown Gulfport, vibrant downtown St. Petersburg, and the Gulf beaches, and approximately 30 minutes from Tampa International Airport. Buyers purchasing a residence within Pasadena Yacht & Country Club for the first time may qualify to bypass the club's approximately five-year golf membership waitlist by applying within 30 days of closing, subject to club approval, applicable fees, and current membership policies. Contact the PYCC Membership Director for details. Public records reflect 1,415 sq. ft. of heated living area; additional upper-level areas are not included in this figure. Professional floor plan measurements are approximate and provided for informational purposes only. Buyer and buyer's agent to independently verify all measurements, square footage, and permitted uses.

2775 Kipps Colony Drive S Unit 303, Gulfport

3538 Pine Lake Court, Palm Harbor
$439,900
2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34684 Zip Code
Discover the Florida lifestyle you’ve been dreaming of in Highland Lakes, Palm Harbor’s premier 55+ golf community! Enjoy the added privacy of NO REAR NEIGHBORS and peaceful green views from nearly every room. Ideally located within a short walk of the private Lake Lodge pool and amenities, this beautifully maintained 2-bedroom, 2-bath home features a desirable split-bedroom floor plan, spacious living areas, and an abundance of natural light. The welcoming tiled foyer opens to a bright and inviting main living area highlighted by beautiful bay windows. Additional features include an INDOOR LAUNDRY ROOM with a convenient utility sink, a comfortable family room, and an exceptional enclosed bonus sunroom offering additional living space and versatility. With three sets of glass sliders providing access to the primary suite, main living area, and kitchen, the sunroom creates a seamless flow throughout the home while offering a peaceful place to relax and enjoy the private green views. The well-appointed kitchen boasts granite countertops, a closet pantry, and a charming breakfast nook overlooking the greenery. The spacious primary suite offers tranquil views through the sunroom, a private bath with walk-in shower, and a walk-in closet with custom cabinetry. Enjoy added peace of mind with a 2024 ROOF, 2022 HVAC SYSTEM, and 2025 WATER SOFTENER! Best of all, this home is located safely in a NON-FLOOD ZONE and non-evacuation zone. Highland Lakes offers an outstanding array of amenities, including FREE GREEN FEES on three private executive golf courses, a clubhouse featuring entertainment and social events, fitness and recreation facilities, and a variety of arts, hobbies, and interest programs. The nearby Lake Tarpon Lodge offers a second heated pool, picnic and party facilities, a fishing pier, community pontoon boats, and secure, complimentary RV and boat storage. Whether you enjoy golf, social activities, or simply relaxing in a beautiful setting, Highland Lakes has something for everyone. Come experience the carefree Florida lifestyle and make this wonderful home your own! Some photos have been virtually staged.

3538 Pine Lake Court, Palm Harbor

5108 Brittany Drive S Unit 501, St Petersburg
$334,500
2 Beds ⋅ 2 Baths ⋅ Bayway Isles Point Brittany Two SubDv. ⋅ 33715 Zip Code
Welcome to Paradise in the desired Point Brittany Condos. Its all about luxury and amenities here. Buyers will love this absolutely open condo with a wall of Hurricane Rated Windows overlooking the Bay and the pool, fishing dock and beautiful grounds. This updated 2 Bed 2 Bath has a nice open kitchen with nice cabinets, quartz counters, updated lighting, engineered hardwood and fixtures along with newer stainless appliances. There is a nice sized dining room off the kitchen that leads to a large living room. Buyers will love the over sized Florida room with the spectacular view. The primary bedroom is roomy and being an end unit offers views of the water and sunset. The bathroom is updated and there are nice walk in closets. The second bedroom offers updates and a nice view, walk in and an updated bath. This condo also comes with an interior laundry! The amenities here include 4 pools, hot tub, bbq pits, fitness center and tennis courts! There is also a lighted walking trail, gazebo, firepit, fishing piers and 1st come boat slips just to name a few. This condo is just 2 miles from the sugary sandy beaches of Pass a Grille and St Pete Beach! Its 10 minutes to Fort De Soto State Park and downtown St Pete with the Pier, Shopping, Restaurants, The Rays and more! Last but not least just 25 minutes to Tampa International & St Pete Airport! This condo can also be sold fully furnished if desired. Welcome to Paraidise at Point Brittany!

5108 Brittany Drive S Unit 501, St Petersburg

6060 Shore Boulevard S Unit 705, Gulfport
$449,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Here is the one you’ve been waiting for – a RARELY AVAILABLE, FULLY FURNISHED 7TH FLOOR WATERFRONT unit at the highly desirable BUCKINGHAM BUILDING at Town Shores of Gulfport! Step out onto your private balcony and take in sparkling waterfront views of beautiful Boca Ciega Bay and southwestern views of the Gulf. You can even catch a glimpse of the Gulf waters on the horizon behind the famous Don CeSar Hotel on St. Pete Beach! It’s the ultimate spot to enjoy your morning coffee as you greet pelicans, dolphins and manatees passing by … or for unwinding with a glass of wine in the evening while taking in spectacular sunsets! Inside, the light-filled layout offers comfortable, easy living with two spacious bedrooms, two full bathrooms, and the incredible convenience of an IN-UNIT WASHER AND DRYER. This property also features a highly coveted UNDER-BUILDING ASSIGNED PARKING SPACE (#249), keeping your vehicle shaded and protected from the elements. This unit has been BEAUTIFULLY REFRESHED WITH NEW PAINT in a soft neutral tone and has been staged with an elegant, upscale coastal theme. Upgrades include a new sea mineral subway tile kitchen backsplash, new modern ceiling fans and lighting, a new Andersen storm door with retractable screen, new brushed nickel faucets, a stainless kitchen sink, and new pantry French Doors with frosted glass panels. You’ll also appreciate the newer appliances including a front-loading Samsung washer and dryer and a Whirlpool French Door refrigerator with in-door water and ice maker. The HVAC is also newer (2022) and the electrical panel was recently updated in 2020. A low monthly HOA fee of $549/month – the lowest HOA in all of Town Shores – that includes a Spectrum Bulk internet and wireless package, natural gas for cooking and on-demand hot water, flood and building insurance, and pool, landscaping and exterior maintenance. The Buckingham Building has also COMPLETED ITS MILESTONE INSPECTION, has FULLY FUNDED RESERVES and is the only building with a generator to keep the elevator running and safety lights on in the event of a power outage. Town Shores has its own private marina with 2 docks and slips (as they become available), 4 heated pools, an active and social Clubhouse with weekly events, a tennis/pickleball court, shuffleboard, bocce ball and kayak storage. This vibrant community is just a short distance from the fun, active and artsy village of Gulfport and its famous Tuesday Fresh Market and lively First Friday Art Walks. You are also around the corner from the public beach, restaurants, quaint inns, cafes, art galleries and boutiques. Conveniently located just 30 minutes from TIA and 10 minutes from thriving downtown St. Pete and the Gulf Coast beaches. Staging items, including rugs, artwork, linens, lighting and décor, are negotiable with sale. Don’t miss out on this unique opportunity to enjoy the vibrant, resort-style lifestyle at Town Shores of Gulfport!

6060 Shore Boulevard S Unit 705, Gulfport

10360 Paradise Boulevard, Treasure Island
$2,795,000
4 Beds ⋅ 3 Baths ⋅ Paradise Island 1st Add SubDv. ⋅ 33706 Zip Code
Virtually Staged. WATERFRONT LIVING AT ITS FINEST IN TREASURE ISLAND! Experience the ultimate Florida coastal lifestyle in this exceptional 4-bedroom, 3-bathroom, 3-car garage waterfront pool home, ideally situated in one of Treasure Island’s most desirable waterfront communities, just a short stroll from the beautiful sandy beaches of the Gulf! Designed for both relaxation and entertaining, this spacious residence offers an incredible combination of waterfront beauty, versatility, and comfort. Enjoy breathtaking sunset views, unwind beside your private waterfront pool, or entertain family and friends against the stunning backdrop of Florida’s coastal paradise. Beyond the generous living spaces, this home offers an abundance of flexibility with multiple bonus rooms, perfect for creating the ultimate man cave, sophisticated woman cave, home office, fitness studio, or additional entertainment space. With an impressive amount of storage throughout, there is truly a place for everything! MAJOR RECENT IMPROVEMENTS PROVIDE PEACE OF MIND! Enjoy two brand-new Carrier A/C units installed just one month ago, a newer roof (approximately 1 year), a recently replaced seawall (approximately 5 months), and a newer hot water heater (approximately 1 year). Additional upgrades include a reverse osmosis water filtration system and water softener, both installed approximately 3 months ago, plus a beautifully refinished deck completed just 2 months ago. Whether you’re searching for a full-time waterfront residence, luxurious coastal retreat, or the perfect place to entertain, this home offers an exceptional opportunity to enjoy the very best of Treasure Island living. Spend your days by the pool, your evenings watching spectacular sunsets, and your weekends enjoying the beach just moments from your front door. Waterfront living, incredible versatility, and significant recent improvements—all in one extraordinary coastal location!

10360 Paradise Boulevard, Treasure Island

1520 Gulf Boulevard Unit 702, Clearwater Beach
$2,300,000
3 Beds ⋅ 3 Baths ⋅ Ultimar One Condo SubDv. ⋅ 33767 Zip Code
THE CURATED COAST | Luxury Beach Living, Beautifully Complete. Imagine arriving at your beautifully appointed beachfront residence, where every detail has been thoughtfully considered and nothing remains to be done but enjoy the view. Welcome to The Curated Coast, a distinctive approach to luxury beach living where exceptional design meets effortless convenience. Fully renovated and professionally interior-designed, this stunning 3-bedroom, 2.5-bath residence is offered completely turnkey, with every furnishing, accessory, and everyday essential thoughtfully selected to create a sophisticated, cohesive coastal retreat. A dedicated private elevator serves just two premier beachfront residences per floor, opening to an exclusive shared lobby that provides an added layer of privacy and security. Inside, natural stone countertops, brand-new designer furnishings, artwork, rugs, and Visual Comfort lighting create an atmosphere of understated luxury. The beautifully appointed kitchen features a Wolf range and microwave, Sub-Zero refrigerator, Bosch dishwasher, and custom built-in dining banquette. Every room has been thoughtfully layered with beautiful textures, carefully chosen finishes, and coordinated details, creating a refined residence that feels welcoming, personal, and ready to enjoy. Every detail reflects The Curated Coast’s commitment to exceptional quality. Bedrooms feature Serena & Lily bedding, Tempur-Pedic mattresses, and luxurious Egyptian cotton linens and towels. The residence is fully outfitted with Sur La Table dinnerware, Riedel wine glasses, and Waterford crystal, ensuring everything is ready for immediate enjoyment. Two private balconies showcase spectacular waterfront views. An expansive wraparound balcony overlooks the Gulf, while a second balcony, accessible from the primary and second bedrooms, offers views of both the Gulf and Intracoastal Waterway. A one-car garage and separate private storage complete the residence. Located directly on the pristine white sands of Sand Key, Ultimar offers an exceptional resort lifestyle amid beautifully maintained tropical grounds. This 24-hour guard-gated community features three geothermal-heated pools with spas, including a lap pool; tennis and pickleball courts; basketball, putting green, croquet, shuffleboard, cornhole, grilling and firepit areas. Additional amenities include a fitness center, steam room, sauna, billiards, media room, and elegant social room with catering kitchen and baby grand piano. Convenient to fine dining, shopping, water activities, and Tampa and St. Pete-Clearwater airports. More than a luxury condominium, The Curated Coast offers a beautifully complete lifestyle. Every detail has been considered, eliminating the time and effort of furnishing and outfitting a second home. Simply arrive, settle in, and enjoy. THE CURATED COAST DIFFERENCE More than furnished. Thoughtfully complete. A home should be more than beautiful. It should feel finished, welcoming, and ready to be enjoyed from the moment you arrive. At The Curated Coast, every detail is considered. From designer furnishings and curated artwork to luxurious bedding, fine dinnerware, and everyday essentials, each residence is thoughtfully outfitted to deliver an effortless approach to luxury beach living. All that’s missing is you. See attached "Residence 702 at Ultimar One" flyer.

1520 Gulf Boulevard Unit 702, Clearwater Beach

2228 Harbor View Drive, Dunedin
$3,499,000
3 Beds ⋅ 4 Baths ⋅ Harbor View Villas SubDv. ⋅ 34698 Zip Code
Virtually Staged. A rare expression of refined waterfront living in Dunedin...Welcome home! Set along an expansive stretch of open water with wide-open views of the Intracoastal, Hurricane Pass, local islands, and beyond to the Gulf, this exceptional three-story concrete residence offers the ultimate setting for the discerning boater. With deepwater access, no fixed bridges, and unobstructed passage to the Gulf, the property delivers the freedom to cruise, explore, and enjoy Florida’s extraordinary waterways without compromise. A 10,000-pound boat lift makes spontaneous days on the water an effortless part of everyday life. Designed to capture its remarkable surroundings, the home features panoramic water views throughout the main living level, where an elegant great room with fireplace flows seamlessly into gracious entertaining spaces. The thoughtfully appointed kitchen, breakfast area, formal dining room, and butler’s pantry create an inviting setting for everything from intimate gatherings to memorable evenings overlooking the water. A spacious, beautifully appointed primary suite occupies the main living level, offering sweeping waterfront views, a large sitting area with a cozy fireplace, and a luxurious, spa-inspired bath with dual vanities, a water closet, and an oversized walk-in closet. Enjoy serene mornings on the main level balcony, taking in the salt air, sparkling views and Florida wildlife while sipping your coffee...the perfect start to the day. Welcome family and friends with gracious entertaining areas, and spend sunny afternoons and evenings relaxing in the waterfront pool. Two additional ensuite bedrooms and an expansive media room occupy the upper level, with a fabulous balcony for bird's eye views...the perfect perch to take in the starlight of the night sky. For those who require a fourth bedroom, the media room could easily be converted to accommodate such needs. Solid concrete construction on all floors and impact-rated windows and doors offer peace of mind and tranquility. A private waterfront pool, and impressive four-plus-car garage further distinguish this exceptional residence. Here, the boating lifestyle is not simply an amenity—it is a way of life. From effortless Gulf excursions to tranquil afternoons by the pool and spectacular waterfront sunsets, this is an extraordinary opportunity to experience the very best of Florida coastal living.

2228 Harbor View Drive, Dunedin

9525 Blind Pass Road Unit 505, St Pete Beach
$549,000
2 Beds ⋅ 2 Baths ⋅ Courageous The Condo SubDv. ⋅ 33706 Zip Code
Experience the absolute pinnacle of coastal living in this meticulously updated 2 bedroom, 2bathroom residence. Perched on the 5th floor of a premier mid-rise building within a 24- hour gated, park-like community directly on Boca Ciega Bay, this 1,175 sq. ft. home delivers stylish finishes, unmatched views, and modern peace of mind. Inside, discover a light-filled open layout boasting fresh neutral paint, brand-new Levolor blinds, and gorgeous, professionally installed Shaw luxury vinyl plank flooring throughout. Step through wide sliding glass doors—completely rebuilt in 2025 with brand-new tracks and hardware onto your private, west-facing covered balcony to take in unobstructed, breathtaking daily sunsets across the Intracoastal and distant Gulf waters. Balcony includes refurbished hurricane shutters for effortless storm protection. Gourmet kitchen is perfect for entertaining - featuring solid wood cabinetry, rich granite countertops, a large center island, and sleek stainless steel appliances. From your primary suite, wake up to water views with direct balcony access, an expansive window, and a spacious walk-in closet. Enjoy the generously sized guest room with ample closet space and high-floor eastern views stretching toward vibrant downtown St. Petersburg. Both bathrooms were professionally modernized in 2022 with sleek mirrors, contemporary light fixtures, modern medicine cabinets, and high-end glass shower doors for a spa-like finish. In-unit washer/dryer conveniently located near both bedrooms. Exceptional improvements ($2M+ Invested) for you to fully enjoy in this pristine, well-maintained building. Recent major capital projects include: Seawalls (2026), reconstructed walkways, balconies with premium gemstone finish and new railings, comprehensive stucco repairs, waterproofing, and exterior paint. Roof replacement (2020), HVAC system (2019). Nestled in a secure, park-like setting with top-tier management, residents enjoy access to an active, coastal lifestyle - with waterfront pool, Jacuzzi, you can sunbathe and relax directly along the Intracoastal. Ther are Har-Tru tennis and pickleball courts, and community docks and boat slips available to lease or purchase. Convenient clubhouse with on-site gym, sauna, library, game/meeting rooms, and a beautifully updated waterfront ballroom for private events. Prime location just minutes from Gulfport, vibrant downtown St. Petersburg, top-rated Gulf beaches, and an easy commute to Tampa International Airport. Whether you’re searching for a turnkey primary home, a seasonal winter retreat, or an exceptional coastal investment, this Boca Ciega Bay gem delivers style, scenery, and complete peace of mind. Schedule your private tour today!

9525 Blind Pass Road Unit 505, St Pete Beach

9359 Blind Pass Road Unit 502, St Pete Beach
$1,095,000
3 Beds ⋅ 2 Baths ⋅ Captiva Cay SubDv. ⋅ 33706 Zip Code
A MUST-SEE TOP-FLOOR WATERFRONT CONDO AT CAPTIVA CAY! Imagine stepping out your front door and enjoying beautiful views of the beautiful Gulf, while your back door opens to breathtaking, wide-open Intracoastal waters. Welcome to the waterfront lifestyle you’ve been dreaming of! This beautifully remodeled, top-floor 3-bedroom, 2-bath condo offers the best of coastal living. Enjoy your own private beach, where you can relax in the sun, launch your paddleboard or kayak, or simply spend the day enjoying the beautiful surroundings. BOATERS, THIS ONE IS FOR YOU! Enjoy a private boat slip with a boat lift accommodating up to a 32-foot boat, with NO FIXED BRIDGES for easy access to open water! Resort-style amenities include: Beautiful clubhouse, completely remodeled with a brand-new kitchen Two swimming pools, including a lap pool Relaxing hot tub Fully equipped fitness center Private marina Tennis cour and Pickle Ball ts available Beautifully updated landscaping Plenty of guest parking Pet-friendly community – dogs welcome with NO WEIGHT LIMIT! Take a leisurely walk around the beautifully maintained property and enjoy everything this special waterfront community . Whether you’re looking for a full-time residence, a vacation getaway, or the perfect place to enjoy the Florida lifestyle, this exceptional condo at Captiva Cay is a MUST SEE! Beautiful Gulf views in the front, Intracoastal views in the back, your boat waiting at your private slip, and paradise in between!

9359 Blind Pass Road Unit 502, St Pete Beach

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